Condensation product of gallocyanin dyestuffs with amins and process of making same.



swa await 1 2ftaeiitm eia-iawsearsitwee-e ews sw r m a Zomihizskamdtwwy concern a z Blitrrlirtowricthat we, ARMIN GRoB and JaflceHWqmomm citizens of the Swiss Bepuirlig, mid -"residents ofBasel, Switzerland, 5 have niventetlnefw and useful Condensation Products of G-ailocyanin' Dyestuffs with Amineand, Processes of Making Same, of which 'tli folioiaifig is a full, clear, and ex act specification. r

Wdlfaye fotirid that the gallocyanin-dycstuiisjrbiidensed With amins with a. fiearlji jifaiitati eIoutpi1t and without forn libliofleiiohga'llocyanins, when a peroxye8 point asfofins'tance hydrogen peroxid ereneer it f' geilyativesas a peracid, a peri'ailjfitf, isa fledgto thereaction mass. 'f'l l'ae"gdiogsffisffillustrated by the followinixture of 17 grams of olohlorid and 50 grams of a iiiihaiiiiqiii 'j while stirrin 12 com. QTtifikfutil drogen peroxid of 17 per a" tstyveniner The reaction begins imm ediately yqhi le "the temperature of the tiiahginfiSO? C. and carbon dioxid i Aft't jicooling and allowing the 156 a night, the separated iliddgallocyanin are Isolated :H g suction, washed with alcor 'yield is 16 to 17 grams M 1 a ocyanln.

fli

a with 60 parts of anih o ir ha'i are are poured, while stir- E ammonium persulfate of The temperature of t, ga s; e pu 03 0. and hereafter t2 f asz as, stirred for about 1% ljf ggrature of a boiling Water A or 'c'ooilng of the reaction hat a use la i inte ence-t e e Pi tai ed.eii ahgeiietaai seea a i. A greatest??? 1 ana gesi -{nu s than a akw anion 93:1 ag-m Specification of Letters Patent.

QXJLLQEXITANIN nvnsworesivirn lining, gm; engages Y OFMAKlNG SAME. y

Patented J line 4, 19 18.

Application filed July 7, 1917. Serial No. 179.285.

perborate containin 5.5 'per cent. of active oxygen are intimate y mixed, whereby only a feeble rising of temperature occurs. mass is then stirred for 2 hours at the temperature of a boiling Water bath and after cooling the separated anilidogallocyanin is isolated as indicated in'the foregoing example. 3

Example 4: In a mixture of parts of gallooyanin hydrochlorid, with parts of orthoanisidin are poured, while stirring, 12 parts of a solution of hydrogen peroxid of 17 per cent. strength, whereby the teinperaturerises to 65 C. The inass is then heated for 21L hours on a water bath, while stirring, After cooling, the condensation product 1s separated by filtration, washed with alcohol and dried.

Example 5: 18 grams of celestine blue (condensation product of nitrosodiethylanilin hydrochlorid with gallamic acid and 25 rams of para-aminoacetanilid are boiled witi'25 com. of alcohol'on'a Water bath in'a reflux apparatus and, while stirring, 15} grams of an aqueous solution of hydrogen peroxid of 17 per cent. strengthare added n the course of 1 to 2,,hours. The boiling is further: continued for'about 6 hours,while stirring. After cooling the condensation product separated is isolated by filtration, washed with alcohol and dried. Itoon stitutes a green powder ofmetallicluster', is insoluble in water, 1101' with blue coloratiomsoluble in concentrated'hydrochloric acid, concentrated sulfuric acid and concentrated formic acidto violetged to red-violet solutions from which,

p t Pr c pita ed again by much Water. The new condensation productgives vivid reen-blue prints and dyeings of a very goo fastiiess to wash ng,

it isfor the greater when applied on textile fibers, accordingito has i V The difiicultly soluble in alcoring, 5 parts of fine zinc powder are added, to the resulting sus ension in the course of 1 hour. After decolbration has taken place, 100 parts of water are added and the separated leucobody is isolated by suctlon washed with a solution of common salt and dried in a vacuum.

The leucobody constitutes a green-gray powder, easily soluble in dilute organic acids with a pale coloration, soluble in concentrated sulfuric acid with yellow coloration turnin afterwards to red and yields vivid eenlueprints and dyeings 0 very good astness to washin when applied on the textile fibers according to the methods usually employed for the dyestuffs printed with chromium mordants.

What we claim is:

l. The herein described process for the manufacture of condensation products of gallocyanin-dyestufi's with amins, consisting 1n reacting with the amins on the gal1ocyanin dyestuflsin presence of a peroxycompound.

2. The herein described process for the manufacture of condensation products of gallocyanin dyestuffs with amins, consisting in reacting with the amins on the gallocyanin dyestufi's in presence of a diluent and of a peroxycompound.

3. The herein described process for the manufacture of condensation products of gallocyanin dyestuffs with amins, consisting in reacting on the gallocyanin dyestuffs wlt aromatic amins, which contain in their molecule besides of the free aminogroup still an acidylamino-grogg, in presence of a diluent and of a peroxy j mpound.

4. The herein described process for the manufacture of condensation products of gallocya'nin dyestufis and an aromatic amin, consisting in reacting on the allocyamn dyestufls with para-aminoacetan' id in presence of a diluent and of a peroxycom ound.

5. The herein described process or the manufacture of leucoderivatives of the con-' densation products derived from gallocyanin dyestufis and aromatic amins, cons1st1ng m reacting on the gallocyanin dyestufls with aromatic amins, w ich contain 111 their molecule besides the free amino-group still an acidylaminogroup, in presence of a diluent and of a peroxycompound, and treating the resulting condensation products suspended in an acid watery medlum with reducing agents.

6. The herein described process for the manufacture of leucoderivatives of the condensation products derived from gallocyanin dyestufls and an aromatic amin, consisting in reacting on the gallocyanm' dyestuffs with paraamidoacetamhd 1n presence of a diluent and of a peroxycompound nd treatin the resulting condensation products suspen ed in an acid watery medium with reducing agents.

7. As new products, the herein described condensation products derived from gallo: cyanin dyestuffs and aromatic amins containing in their molecule besides the free amino-grou still an acidylamino-group, which constitutes green crystals of metallic luster, insoluble in water diflicultly soluble in alcohol with a blue coloration, soluble in concentrated hydrochloric acid, in concentrated formic acid and in concentrated sulfuric acid to red-violet to violet-red solutions from which they can be reprecipitated by adding much water,- and 've vivid blue prints and dyeings 0 very goo fastness to washing, when applied on the textile fibers accordin to the methods usually employed for t. e dyestufls printed with chromium mordants.

8. As new products the herein described leucoderivativcs of the condensation products derived from gall anin dyestufis and the aromatic amins contamin in their molecules besides of the free ammo-group still an acidylamino-group, which constitute green-gray powders, easil soluble in dilute organic acids with pale co orations, and soluble in concentrated sulfuric acid with ellow colorations turnin afterward to r and give vivid n-b ue prints and dyeings of very good astness to washing, when ap lied on the textile fibers according to the met iods usually employed for the dyestuffs printed with chromium mordants.

9. As a new article of manufacture the product deherein described condensation rived iroin para-aminoacetanil1d and the gallocyanin dyestufis resulting from the conensation of nitrosodiethybanilin hydrochlorid with gallamic acid, which constitutes green criystals of metallic luster, insoluble in water, ifiicultly soluble in alcohol with a blue coloration, soluble in concentrated h drochloric acid, in concentrated sulfuric acid and in concentrated formic acid to red-violet to violet-red solutions, can be repreci itated from these solutions by addition 0 much water and furnishes vivid eon-blue prints and dyeings of a very good astness to washing, when applied on the textile fiber according to the methods usuall employed for dyestufis printed wlth c romium morthe dents.

10. Asa new article offmanufacture th'e herein described leucoderlvative of the con- 13G densation product derived fromparaaminoacetanilid andthe gallocyanin dyestufi's ro sultin' from the, condensation of nitrosw dieth anilm bydrochlorid with gallamic acidi) whwh constitutes a green-gray powder, so u 1c in dilute organic acids with a pale coloration and in concentrated eulfuric acid our names, this 31st da y of Mary 191.7, in the with a yellow coloration turniilgnfterward presence of two subscribing witnesses.

to red. andives vivid green-blue prints and t I dyeings, wli en applied on the textile fibers ARMIN 5 according to the methods usually employed JAKOB 'L for the dyestuffs printed with chromium Witnesses: mordants. FRIDA SALADIN, In witness whereof We have hereunto signed AMAND Rrr'mn. 

